Exploring suitable oligoamines for phantom ring-closing condensation polymerization with guanidine hydrochloride

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Mattheis, Claudia ; Wang, Hui ; Schwarzer, Martin C. ; Frenking, Gernot ; Agarwal, Seema:
Exploring suitable oligoamines for phantom ring-closing condensation polymerization with guanidine hydrochloride.
In: Polymer Chemistry. Bd. 4 (2013) Heft 3 . - S. 707-716.
ISSN 1759-9954
DOI: https://doi.org/10.1039/C2PY20672B

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Abstract

Different model compounds were applied in step-growth condensation reactions with guanidine hydrochloride in order to explore the scope of tri- and oligoamine applicability for phantom ring-closing condensation polymerization processes. The selective formation of five-membered rings was proven by APCI mass spectrometry, different one- and two-dimensional homo- and heteronuclear coupling NMR techniques and investigated via quantum chemical calculations. Furthermore the possibility of ring-closing reactions among guanidine hydrochloride and merely secondary amines was precluded. The obtained oligomers were exposed to antibacterial tests and exhibited a moderate activity towards Escherichia coli.